Natural Compounds

2013 Edition
| Editors: Shakhnoza S. Azimova, Ashraf I. Saidkhodzhaev

3β-Acetoxy-6β-(2′-methylbutyroyloxy)-10βH-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1332

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Furanoeremophilanes – Diesters

Biological sources: Senecio medley-woodii Hutch. [1]

C22H32O5: 376.2250

Mp: colorless oil [1]

[α]24 (λ, nm): −47.3° (589), −49.6° (578), −57.0° (546), −103.4° (436) (c 4.31, CHCl3) [1]

IR (CCl4 or CHCl3): 1740, 1730, 1250 [1]

MS: 376.225 [M]+ (5) (C22H32O5), 292 (24), 232 (23), 85 (47), 43 (100) [1]

1H NMR (270 MHz, CDCl3): 0.95 (3H, d, J = 7, H-15), 1.05 (3H, s, H-14), 1.87 (3H, d, J = 1, H-13), 1.88 (1H, m, H-10β), 2.04 (3H, s, OAc), 2.10 (1H, m, H-4α), 2.32 (H, br d, J = 17, H-9α), 2.84 (1H, br dd, J = 17; 6, H-9β), 5.27 (1H, ddd, J = 4; 4; 9, H-3α), 6.35 (1H, br s, H-6α), 7.04 (1H, br d, J = 1, H-12); OMeBu: 0.94 (3H, t, H-4′), 1.22 (2H, d, H-5′), 2.42 (1H, tq, H-2′) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1161 (1978)CrossRefGoogle Scholar

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